Hurt when head is broken outside city (5)
I believe the answer is:
'hurt' is the definition.
(I've seen this in another clue)
'head is broken outside city' is the wordplay.
'is broken' indicates an anagram.
'outside' is an insertion indicator.
'city' becomes 'c' (this might be a standard abbreviation of which I'm unaware).
'head' with letters rearranged gives 'ahed'.
'ahed' going around 'c' is 'ACHED'.
'when' acts as a link.
Can you help me to learn more?
(Other definitions for ached that I've seen before include "Yearned" , "Throbbed" , "caused discomfort" , "suffered" , "Hurt" .)